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2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline → N-(N-benzyloxycarbonyl-L-threonyl)-O-methoxymethyl-N-methyl-beta-benzoyloxytyrosine methyl ester

HRID 1648179
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HRID 1648179 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([OH:18])=O)[C@@H:13]([CH3:15])[OH:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:19][O:20][C:21](=[O:45])[C@H:22]([CH:25]([O:36][C:37](=[O:44])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:26]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][O:34][CH3:35])=[CH:28][CH:27]=1)[NH:23][CH3:24].C(OC1C=CC2C(=CC=CC=2)N1C(OCC)=O)C>ClCCl>[CH3:19][O:20][C:21](=[O:45])[C@H:22]([CH:25]([O:36][C:37](=[O:44])[C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)[C:26]1[CH:31]=[CH:30][C:29]([O:32][CH2:33][O:34][CH3:35])=[CH:28][CH:27]=1)[N:23]([C:16](=[O:18])[C@H:12]([C@@H:13]([CH3:15])[OH:14])[NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])[CH3:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 278332-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineHCID 88217N-((Benzyloxy)carbonyl)-L-threonineHCID 53867281O-methoxymethyl-N-methyl-beta-benzoyloxytyrosine methyl ester

생성물 1

HCID 54308932N-(N-benzyloxycarbonyl-L-threonyl)-O-methoxymethyl-N-methyl-beta-benzoyloxytyrosine methyl ester수율 40.2%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a solution of N-benzyloxycarbonyl-L-threonine (3.7 g) and O-methoxymethyl-N-methyl-β-benzoyloxytyrosine methyl ester (threo isomer) (3.11 g) in dichloromethane (50 ml) was added ethyl 1,2-dihydro-2-ethoxy-1-quinolinecarboxylate (2.9 g). After stirring for 20 hours at room temperature, the solvent was removed in vacuo. The residue was dissolved in ethyl acetate (50 ml) and washed with dil. hydrochloric acid, sodium bicarbonate aqueous solution and water. After evaporation, the residue was put on a column of silica gel (MERCK 7734, 100 g) and eluted with n-hexane-ethyl acetate (1:1, V/V) to give N-(N-benzyloxycarbonyl-L-threonyl)-O-methoxymethyl-N-methyl-β-benzoyloxytyrosine methyl ester (threo isomer) (2.04 g).

후처리

  1. customthe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate (50 ml)
  3. washwashed with dil. hydrochloric acid, sodium bicarbonate aqueous solution and water
  4. customAfter evaporation
  5. washeluted with n-hexane-ethyl acetate (1:1, V/V)

출처 및 근거

ORD 기록
ord-0433a03628504e1c860a46a55accd801
출처 데이터셋
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05436140

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